Ipsapirone

Modify Date: 2024-01-04 23:03:34

Ipsapirone Structure
Ipsapirone structure
Common Name Ipsapirone
CAS Number 95847-70-4 Molecular Weight 401.48300
Density 1.345g/cm3 Boiling Point 629.8ºC at 760mmHg
Molecular Formula C19H23N5O3S Melting Point N/A
MSDS N/A Flash Point 334.7ºC

 Use of Ipsapirone


Ipsapirone (TVX Q 7821), an anxiolytic compound and a 5-HT1A partial agonist, also exhibits 5-HT1A antagonistic effect, and only at high doses it can also produce an inhibitory effect on 5-HT2 and the α1-adrenergic function[1][2].

 Names

Name 1,1-dioxo-2-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-1,2-benzothiazol-3-one
Synonym More Synonyms

 Ipsapirone Biological Activity

Description Ipsapirone (TVX Q 7821), an anxiolytic compound and a 5-HT1A partial agonist, also exhibits 5-HT1A antagonistic effect, and only at high doses it can also produce an inhibitory effect on 5-HT2 and the α1-adrenergic function[1][2].
Related Catalog
Target

5-HT1A Receptor

In Vivo Ipsapirone inhibits induced by 8-OH-DPAT and 5-methoxydimethyltryptamine (agonists of 5-HT1A receptors) behavioural effects (flat body posture and forepaw treading) in normal and reserpinized rats[1]. Ipsapirone (2.5-80 mg/kg), given alone to rats induces a slight flattening of body posture (~ 1 point at the highest dose) and a mild hind limb abduction observed at doses 2.5-80 mg/kg. Ipsapirone given alone at low doses (2.5-10 mg/kg i.p.) does not significantly change the body temperature in rats and mice, but decreased it in both those species at high doses (35 mg/kg i.p.) by ca. 2-2.5℃[1]. Animal Model: Male Albino-Swiss mice (18-24 g) and male Wistar rats (160-200 g)[1]. Dosage: 5 and 10 mg/kg. Administration: IP 30 min before 8-OH-DPAT and 5-MeODMT injections. Result: Behavioural responses (flat body posture, forepaw treading) to 8-OH-DPAT (5 mg/kg s.c.) in rats were antagonized by Ipsapirone (5 and 10 mg/kg i.p.).
References

[1]. J Maj, et al. Central action of ipsapirone, a new anxiolytic drug, on serotoninergic, noradrenergic and dopaminergic functions. J Neural Transm. 1987;70(1-2):1-17.

[2]. Stephen M. Stahl, et al. Effectiveness of ipsapirone, a 5-HT-1A partial agonist, in major depressive disorder: support for the role of 5-HT-1A receptors in the mechanism of action of serotonergic antidepressants. Int J Neuropsychopharmacol. 1998 Jul;1(1):11-18.

 Chemical & Physical Properties

Density 1.345g/cm3
Boiling Point 629.8ºC at 760mmHg
Molecular Formula C19H23N5O3S
Molecular Weight 401.48300
Flash Point 334.7ºC
Exact Mass 401.15200
PSA 95.09000
LogP 2.24510
Index of Refraction 1.622

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DE4840000
CHEMICAL NAME :
1,2-Benzisothiazol-3(2H)-one, 2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-, 1,1-dioxide
CAS REGISTRY NUMBER :
95847-70-4
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C19-H23-N5-O3-S
MOLECULAR WEIGHT :
401.53

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
105 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 25,193,1991

 Synonyms

ABT 702 dihydrochloride
Ipsapironum
IPSAPIRONE
Ipsapirona
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